Pet-friendly holiday rentals in Westchester

The entrance features a welcoming door adorned with a floral wreath. A small, wooden porch is complemented by two folding chairs and a table, with vibrant greenery framing the entry. Sunlight casts a warm glow on the inviting space.

4.84 out of 5 average rating, 187 reviews

Peaceful 3BR Retreat in Quiet Miami Neighborhood

Welcome to your 🏡 away from 🏡! This comfortable and spacious 3-bedroom, 1-bathroom home is perfect for families and small groups looking for a relaxing stay. Location Perks: • Just 5 minutes from supermarkets, restaurants, and shopping • Easy access to Palmetto Expressway for quick trips around the city Important Notes: • This listing is for the main house only • The owner resides in the backside of the property. Book your stay and enjoy a comfortable, well-located home for your next trip!

4.9 out of 5 average rating, 276 reviews

A cozy seating area is positioned by large windows, allowing views of lush greenery outside. A light sofa is complemented by decorative pillows, while a modern chair alongside a small table adds to the tranquil setting.

Loft in Coconut Grove

The Garage. Charming loft. Self check-in. Parking.

Charming & differentiated NorthCoconut Grove loft/studio. Immersed in the green, which you will enjoy in the private patio. Recently renovated, with all the amenities and top-end appliances. Ideal for 2. Sleeps up to 4 (Queen bed + sofa bed). Easy, quick access to I-95, MIA Airport, Coral Gables, Brickell, Wynwood & Downtow. Free parking in front of the unit. Close to the Metro Rail Pets are welcome! Please inform us when you book. Additional fee is $100 per stay per pet. — No smoking allowed

4.97 out of 5 average rating, 180 reviews

A cozy bedroom features a queen-size bed with fresh linens and decorative pillows. Natural light enters through a window adorned with light curtains. Wooden flooring complements the space, which includes bedside tables and lamps for additional lighting.

Guesthouse in Flagami

Cosy Guesthouse Central Located

Welcome to our centrally located Miami guesthouse! This cozy retreat is perfect for solo travelers or couples. Complete renovated with free private gated parking, your own entrance and outdoor patio to enjoy a comfortable stay with modern amenities and easy access to the city's top attractions. Just minutes away from Miami Airport, Downtown, Coral Gables and the Beaches. Convenient located to explore nearby restaurants, shops, and nightlife. Book your stay now for a memorable Miami experience!

Guest suite in Coconut Grove

A tranquil pool area is surrounded by lush greenery and tropical plants, creating a serene atmosphere. The rectangular swimming pool is framed by terracotta tiles and features potted plants on the edges, offering spaces for relaxation in the sun.

4.96 out of 5 average rating, 280 reviews

"Casa Mia's" pool & BBQ bungalow

Private entrance offers bungalow experience to the one bedroom space, walk in closet en suite bathroom. Shared structural walls: sounds do travel. Exclusive access to pool (unheated), BBQ, stove top, small outdoor fridge, and “makeshift” sink. Plenty of privacy! 20 minute stroll to Coco Walk; restaurants, lush nature and historic sites. Nestled between Coral Gables ; South Miami and Brickell. Close to University of Miami; quick access to airport and beaches. Merry Christmas Park’s a block away

4.95 out of 5 average rating, 123 reviews

A spacious patio area features outdoor seating with decorative cushions, a central stone table, and a hammock. Lush greenery is visible beyond the railing, contributing to a natural atmosphere. A grill is positioned in the corner, enhancing the outdoor space's functionality.

Apartment in Flagami

Luxury 1Bd/1Ba Home BIG Patio BBQ. 5 min Airport.

Enjoy this stunning 1B/1Ba apartment with modern kitchen, living-room and big patio. Freshly painted and updated. It offers a queen bed with a twin trundle, a queen sofabed, a twin foldable chair & other floor matresses/cribs. Relax in the evenings at the beautiful patio with sitting area, grill, and hammocks. Located in a very central neighborhood; steps from Coral Gables, 8th St & restaurants. Only 5 minutes to Airport. 15 miles to Miami Beach. Free parking, high speed Wi-Fi & laundryroom.

A serene lakeside view features lounge chairs placed on sandy shores, framed by palm trees. A kayak rests nearby, with the crystal clear water reflecting shades of blue and aqua. The peaceful scene invites relaxation under the bright sky.

4.96 out of 5 average rating, 164 reviews

Modern Beach Lake-Front House in Miami !

Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach

A spacious backyard is showcased with a clear pool reflecting the sky. Sun loungers are arranged nearby, accompanied by a large umbrella for shade. Paths of stepping stones lead through a pebble area, enhancing the serene outdoor setting.

4.92 out of 5 average rating, 377 reviews

Charming house with private pool & large patio

This is the classic 1950’s Miami family home in the very well-known neighborhood of Westchester. Original terrazzo floors with modern, mid-century inspired decor. The best feature is the spacious and private backyard with pool an large tiki hut, bbq, and plenty of space to relax and enjoy the weather. The house is fully furnished and well equipped. Bedding and towels provided. Washer and dryer are conveniently located inside the house. Large parking space in a very quiet and charming street.

The exterior of the modern house is showcased, featuring a paved driveway and a well-maintained front yard with greenery. A large palm tree stands prominently near the entrance, while the inviting facade displays neutral tones and large windows, framed by landscaped borders.

4.99 out of 5 average rating, 336 reviews

Luxury Oasis: Private Grill Hot Tub and Serenity

Come make memories at 3/2 !!! 2 king size beds 1 queen size and 1 twin size ! A spacious house with modern amenities close to all tourist places in miami ! Very close to prestigious Coral gables,the University of Maimi, Venetian Pool ,Downtown Miami, and South Beach .. The place is one block away from shopping center , many famous restaurants !This house was built 2019 so you will a enjoy all the amenities of a modern designed House ..Also Salt water Jacuzzi for 8 people to relax

4.89 out of 5 average rating, 115 reviews

Escape-5BR-HotTub-Games-FirePit-BBQ-Fun

5 Bedrooms 3.5 Bathrooms Heated Pool/Jacuzzi/Pool Table/Ping Pong Table/Mega Chess/Basketball/Mini Golf/Kids Playground/BBQ/Hammock/Mini Beach/Outdoor furniture/Fire Pit/Cornhole Game Welcome to our home, a haven of entertainment and enjoyment that you won't want to depart. From the serene pool and hot tub to the thrilling games, this residence is crafted to deliver an unforgettable vacation for all ages. If you seek an all-inclusive getaway, look no further.

A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.

4.97 out of 5 average rating, 392 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

4.9 out of 5 average rating, 209 reviews

The exterior entrance features a small set of three gray steps leading up to a sleek black door. Decorative plants frame the base of the steps, while the surrounding area is enclosed by a dark fence, providing a clean and modern appearance.

Guest suite in Flagami

Fully Renovated Studio Near Coral Gables & Calle 8

Cozy fully renovated private studio, conveniently located 10min away from Miami International Airport, 5min away from Calle 8, 10min away from Miracle Mile, 15min away from Miami beach, Downtown. Our studio offers amenities such as: KItchenett with microwave, refrigerator, coffee maker, water filter, TV, WIFI, comfortable Queen size bed, impact door/windows, black out curtains, full bath, private parking and self side entrance.

A vibrant backyard features a heated pool surrounded by tropical landscaping. Lounge chairs are positioned near the pool, while a covered pergola with seating is visible in the background. Colorful flowers and a miniature golf area add charm to the outdoor space.

4.96 out of 5 average rating, 112 reviews

Oasis Tropical Miami- Fun Mini Golf & Heated Pool

Welcome to Miami Casa Tropical – your ideal haven for an unforgettable family retreat or get-together with friends, in the heart of the vibrant Miami atmosphere! Immerse yourself in the perfect blend of style, space, and luxury, designed to make you feel right at home. The entire space is yours for private enjoyment. Curious about our amenities or local attractions? Don't hesitate to reach out and ask!

Popular amenities for Westchester pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A light-filled living area features a comfortable sectional sofa in white, complemented by a circular coffee table. A flat-screen TV is mounted on the wall, and a ceiling fan adds to the airy feel. A large window provides views of the greenery outside.

4.9 out of 5 average rating, 219 reviews

Miami Oasis: Chill, Shop & Relax

A spacious living area is highlighted by a dark leather sectional sofa, with a cozy throw casually draped over it. A round mirror reflects natural light, while a small potted plant adds a touch of greenery. Nearby, a table with glasses and a decorative tray is visible.

4.9 out of 5 average rating, 116 reviews

Immaculate spacious 3/2 in the heart of Miami, FL

4.97 out of 5 average rating, 231 reviews

A thatched-roof tiki hut provides shade over a seating area, featuring a gray couch and glass coffee table. A hammock is suspended nearby, and a pool reflects the clear sky. The synthetic grass surrounds the area, contributing to a relaxed atmosphere.

Home in Hollywood

Hollywood Sunshine Resort Pool House w/ Hot tub

The outdoor living area features a heated saltwater pool surrounded by comfortable seating, including sofas with vibrant cushions and stylish side tables. Lush greenery frames the space, and the patio area is illuminated by a warm sunset sky, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 52 reviews

Heated*Pool•Sauna•Mini golf•EV Charger|Coral Villa

4.82 out of 5 average rating, 169 reviews

Home in Flagami

Luxury Vacation House in Miami’s Center!

5 out of 5 average rating, 27 reviews

Miami Chic -Heated Pool Near FIU and Coral Gables

4.99 out of 5 average rating, 162 reviews

An outdoor area features a private heated pool surrounded by well-kept greenery and seating. Comfortable lounge chairs with striped cushions provide relaxation options under the shade of a large umbrella and palm trees, creating a welcoming space for relaxation.

Home in Coral Way

The Poolside Sanctuary 4B 4B Heated Pool 1 Gb/s

4.88 out of 5 average rating, 162 reviews

Home in Flagami

Heated pool home only 7 miles from MIA Airport

Pet-friendly home rentals with a pool

4.86 out of 5 average rating, 161 reviews

A light-filled living area features a navy blue sofa, accented by white cushions. A glass coffee table sits on a soft area rug, and large windows reveal expansive views of the city. Neutral walls and tasteful decor create a calm ambiance.

Apartment in Brickell

Free Spa/Pool at the W - 48th Floor Condo

Condo in Sunny Isles Beach

A sleek living area is highlighted by polished porcelain floors and reflective stretch ceilings. A grand piano adds elegance, while white sofas and a glass coffee table enhance the spaciousness. The open layout connects seamlessly to a modern kitchen in the background.

4.93 out of 5 average rating, 124 reviews

Luxury Beach & City View Condo 5 min walk to beach

4.97 out of 5 average rating, 149 reviews

The spacious suite features a king-size bed, a comfortable seating area by the window, and a well-lit workspace. Large windows allow natural light to fill the room, offering views of the skyline. Neutral color tones contribute to a calm environment.

Condo in Brickell

Four Seasons private studio in Brickell

5 out of 5 average rating, 12 reviews

A modern home is showcased with a spacious pool surrounded by a wooden deck. Lush greenery borders the property, complemented by outdoor seating areas with sleek lounge chairs. Large glass doors allow natural light to fill the interior, emphasizing the connection between indoors and outdoors.

Home in Coral Way

Habitat Privé The Majestic Tree

4.97 out of 5 average rating, 37 reviews

A modern living room showcases marble accents and a large wall-mounted flat screen TV. A plush sectional sofa with bold black and white patterns is arranged around a decorative coffee table. Natural light filters through the window with minimalistic blinds.

Home in West Flagler

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Guesthouse in Coconut Grove

A spacious room features a king bed with light bedding and a comfortable queen sofa. Large glass doors provide a clear view of the pool and garden. Modern furniture includes a coffee table, a flat-screen TV, and vibrant accent chairs beside the window.

4.93 out of 5 average rating, 108 reviews

Grove Casita Pool Paradise, 6min beach, Parking

4.92 out of 5 average rating, 206 reviews

A comfortable outdoor seating area is framed by lush tropical greenery. A light-colored, cushioned sofa is positioned near a hanging, woven chair, creating a relaxing space with views of a private pool in the background.

Home in Upper Eastside

Private tropical oasis - Mimo Bungalow

Apartment in Downtown Miami

4.97 out of 5 average rating, 38 reviews

Penthouse 1BR • Breathtaking City & Water Views

Private, pet-friendly home rentals

5 out of 5 average rating, 30 reviews

A covered patio area is furnished with a table and six chairs, surrounded by subtle greenery. Soft lighting from string lights enhances the ambiance, while a grill is positioned nearby for outdoor cooking.

Apartment in Flagami

Beautiful and cozy apartment.

5 out of 5 average rating, 3 reviews

Apartment in Miami

Cozy Apartment Near MIA International Airport

4.96 out of 5 average rating, 52 reviews

A private balcony showcases sweeping views of the city and surrounding greenery. Two wooden chairs and a small table are positioned for relaxation, providing a comfortable outdoor space. The clear blue sky is dotted with clouds, enhancing the sense of openness.

Apartment in Doral

Apartment at Doral

5 out of 5 average rating, 23 reviews

Home in Flagami

Villa Leo2| 2BR|Top Location Gazebo |BBQ King Bed

5 out of 5 average rating, 82 reviews

A modern living space features a brown leather sofa adorned with patterned pillows. A wooden table with two stylish chairs is positioned against a light-colored wall. Large animal-themed artwork is displayed above the table, while a door leads to an outside area.

Cottage in Flagami

New Modern Near Airport - Cozy Very Clean

5 out of 5 average rating, 52 reviews

Tiny home in Homestead

“ Relax at Hacienda Paraiso” Unit 3 | pool |

4.99 out of 5 average rating, 74 reviews

A spacious backyard is surrounded by palm trees, featuring a hot tub, a hammock, and lounge chairs. A covered patio area provides shade while a well-maintained lawn invites relaxation. A clear blue sky enhances the outdoor atmosphere.

Bungalow in Miami

2BR | For Families, Pets, Medical Stays | Hot Tub